There's nothing more boring than a sense of morality, Humphrey.

Chuck

They say freedom comes at a price. Better watch out, Charlie. I think you're going to be the one footing this bill.

Rufus: I just got the call. You are officially a free woman.
Lily: Oh my god, Rufus. Is this for real?
Rufus: One hundred percent. Your ankle monitor was deactivated an hour ago.

How about it, Charlie? One last Cinderella moment before you turn into a bumpkin.

Blair: Mention that name and you'll be exiled and forced to work in someplace terrible. Like the Upper West Side! And you know what happens to housekeepers there.
Dorota: Zabar Zombies.

Nate: I came to work for you so I could establish myself outside of my family's influence. Now if this is just some big joke to you I might as well take an internship that looks good on my resumé.
Diana: This is no joke. And I'm sorry if I made you feel that way.

Gossip Girl: Spotted: Chuck Bass sending this sweet guy off to the pound. We always knew Bass was one sick puppy.

Poor Lonely Boy. You just learned the true meaning of publish or perish.

Sorry, Charlie. But it looks like your Upper East Side dream just turned into a nightmare.

Serena: Mom, I saw her myself. She's fine. I promise.
Lily: Well that's not for you to decide. Carol is her mother and I'm not going to participate in deceiving her.

Blair: I can't face the press if I've just heard unsettling news. I need to look like Grace Kelly, not Grace Cottington.
Dan: I have to manage some business of my own, but go do your interview. I'll meet you back at your apartment.
Blair: That is much more civilized. Unlike your hair, Humphrey. You look like a muppet.

The results of this test could alter the course of my life. You want me to face that in front of pigeons and street vendors?

Blair

Gossip Girl Season 5 Quotes

Dan: It's Blair's Save the Date.
Rufus: You're not happy. You guys are still friends, right?
Dan: Yeah. Friends. I wonder if she invited Chuck.
Rufus: If he's anywhere that FedEx can reach.

Dan: Dad! What are you doing here? I thought you'd still be in London helping Jenny set up St. Martin's.
Rufus: She and Eric kicked me out when I didn't know who Sierra Burton was, so I came back here early and thought I'd spend some time with you.